A few comments first:
The Portable - nobody disses my Portable, NOBODY!

It may have been big, weighed a ton, and cost too much, however it has the following redeeming qualities that IMHO save it from the Apple scrapheap:
Real keyboard, with the real Alps keyswitches - same as the Apple Extended Keyboard (I and II) - and the Control key was
in the right place.
Real, billiard ball sized trackball
that could be configured for right or left handed use by swapping it around with the keyboard.
Battery life that puts
every modern computer to shame - 6 to 12
hours (on the non-backlit model).
Yes, I have one of these, and no you can't have it. Didn't buy it new though, got it for free from somewhere I don't recall now (even have the carry case! hahaha). Currently needs a replacement battery to run (won't run off of the original power adapter alone, a known design issue - supposedly a Powerbook 100 power adapter will work, but I don't have one of those either). An interesting note is that the Powerbook 100 is a miniaturized version of the Portable that Sony came up with.
The Powerbook Duo - it did not weigh "15 pounds" (that honor was reserved for the Portable!). It was about 5.5-6 pounds and was The Original Sub-Notebook. The Duo Dock was pure genius - plug in the Duo to the Dock (the slot was motorized!) and your notebook became a full desktop computer with 2 NuBus slots (!) and a place (in the dock) for an additional hard drive, along with all of the standard desktop ports and the standard auto-inject floppy drive. An AAUI port was added for the Dock+ and Dock II. Shut down the Duo in the dock, and press the "Eject" button - your notebook popped out ready for travel! There is still nothing that compares to it to this day. The only fault was the keyboard on early models was a bit of a pain to type on. I had one of these too (a Duo 230, and 2300, along with the Duo Dock), but it was sold a few years back to pay for my telescope.
The Mac Classic has one redeeming feature - it had a copy of the System folder in ROM and could therefore boot without an OS installed on the internal hard disk or on a floppy disk inserted in the drive. It was
fast too - to boot from ROM that is, not the machine itself. So cool! Cmd-Opt-X-O at boot did it (I think). It was also cheap (for it's day).
The Performa line was a good idea, but poorly executed, like most of Apple's failures.
My nominations for worst Apple product:
-The Non-Auto-Inject floppy drive. This just blew (but did not suck like it should have!). Coupled with the crappy floppy slot design on most of the Macs they put this in, it was a total nightmare. Nothing like having to almost jam your finger into the drive to get it to suck in the disk. No satisfying 'clunk' that sucked in the disk for you - totally craptacular! I'd say it was 'totally sucktacular', but then it wasn't, was it? I for one thank Apple for putting this little debacle out of my misery with the introduction of the iMac.
-The IIvx/PMac 7100: both shared a sucktacular case (it had a
painted steel cover, among other things), and were slow beyond compare. I don't blame Carl Sagan for suing Apple over this one (the 7100 code name was 'Carl Sagan'*) - I would too if they named such a piece of crap after me.
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*The 7100 started off as the 'Carl Sagan' - Sagan didn't like that because the other code names in development at the time were 'Piltdown Man' and 'Cold Fusion', well known scientific frauds. After the lawsuit the 'Carl Sagan' became the BHA or LAW model (depending on preference) - i.e. "Butt Headed Astronomer" or "Lawyers Are Wimps".